Synthesis of 2-methyl-3-carbethoxypyrylium salts by the condensation of ethoxymethyleneacetoacetic ester with ketones

G. N. Dorofeenko1, E. P. Olekhnovich1, L. I. Laukhina1
1Rostov-on-Don State University, USSR

Tóm tắt

A method is proposed for the synthesis of 2-methyl-3-carbethoxypyrylium salts by the acid condensation of ethoxymethyleneacetoacetic ester with alkyl aryl, heterocyclic, and cyclic ketones or resorcinol. 2-Methyl-3-carbethoxy-6-phenylpyrylium perchlorate was condensed with benzaldehyde, and the product was subjected to acid hydrolysis and decarboxylation to 2-methyl-6-phenylpyrylium perchlorate to confirm the structure of the synthesized salts.

Từ khóa


Tài liệu tham khảo

G. I. Zhungietu, G. N. Dorofeenko, and G. V. Lazur'evskii, Dokl. Akad. Nauk SSSR, 163, 372 (1965).

G. N. Dorofeenko and E. P. Olekhnovich, Zh. Organ. Khim., 6, 192 (1970).

G. N. Dorofeenko, Yu. A. Zhdanov, G. I. Zhungietu, and S. V. Krivun, Tetrahedron, 22, 1821 (1966).

G. N. Dorofeenko and V. V. Mezheritskii, Khim. Geterotsikl. Soedin., 232 (1970).

A. D. Semenov, G. N. Dorofeenko, and V. I. Dulenko, Khim. Geterotsikl. Soedin., 14 (1966).

R. S. Rasmussen and R. R. Brattain, J. Am. Chem. Soc., 71, 1073 (1949).

I. M. Hansberger, R. K. Ketcham, and S. R. Gutowsky, J. Am. Chem. Soc., 74, 4839 (1952).

N. K. Kochetkov and E. E. Nifant'ev, Zh. Organ. Khim., 30, 1866 (1960).

I. A. Van Allan and G. A. Reynolds, J. Org. Chem., 33, 1102 (1968).

R. G. Jones, J. Am. Chem. Soc., 73, 3684 (1951).